7-hydroxy-8-phenylfuro[2,3-h]benzopyran-6-one | 4439-65-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 7-hydroxy-8-phenylfuro[2,3-h]benzopyran-6-one
• 英文别名: karanjonol；pongol；3-hydroxy-2-phenylfuro[2,3-h]chromen-4-one
• CAS: 4439-65-0
• 化学式: C₁₇H₁₀O₄
• 分子量: 278.264
• InChiKey: KXFSNYVLTLHHAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  硫酸二甲酯 、 7-hydroxy-8-phenylfuro[2,3-h]benzopyran-6-one 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以86 %的产率得到水黄皮素
  参考文献：
  名称：

  Karanjin 及其天然类似物的全合成及抗炎评价

  摘要：

  Karanjin (1) 是一种天然的呋喃黄酮醇衍生物，从 Pongamia pinnata (L.) Pierre 的种子中分离出来。在本文中，我们完成了 karanjin (1) 及其天然类似物 pongapinnol D (2)、3-hydroxy-6-methoxy-2-phenyl-4H-furo[2,3-h] 的简明全合成-1-苯并吡喃-4-酮 (3) 和 3,6-二甲氧基-2-苯基-4H-呋喃[2,3-h]chromen-4-酮 (4)。一锅法有氧氧化是在温和条件下得到黄酮醇骨架的关键步骤。合成的 1-4 的抗炎特性针对 LPS 刺激的 RAW264.7 细胞中的 NO 产生进行了测定。

  DOI：

  10.2174/1570178620666221230145816
• 作为产物：
  描述：

  水黄皮素 在 三溴化硼 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.0h， 以90%的产率得到7-hydroxy-8-phenylfuro[2,3-h]benzopyran-6-one
  参考文献：
  名称：

  Synthesis of analogues of antihyperglycemic lead karanjin

  摘要：

  Karanjin isolated in gram scale from Pongamia pinnata was subjected to transformation reactions and 11 analogues were prepared and evaluated for their antihyperglycemic activity in streptozotocin-induced diabetic rats, and compared with the standard drug metformin at the dose of 100 mg/kg body weight. Four derivatives showed comparable activity with metformin.

  DOI：

  10.1007/s00044-010-9387-1

文献信息

• Synthesis of analogues of antihyperglycemic lead karanjin
  作者：Akanksha、Prem P. Yadav、Arvind K. Srivastava、Rakesh Maurya

  DOI：10.1007/s00044-010-9387-1

  日期：2011.12

  Karanjin isolated in gram scale from Pongamia pinnata was subjected to transformation reactions and 11 analogues were prepared and evaluated for their antihyperglycemic activity in streptozotocin-induced diabetic rats, and compared with the standard drug metformin at the dose of 100 mg/kg body weight. Four derivatives showed comparable activity with metformin.
• Hossain, M. Amzad; Das; Salehuddin, Pakistan Journal of Scientific and Industrial Research, 2003, vol. 46, # 1, p. 31 - 32
  作者：Hossain, M. Amzad、Das、Salehuddin

  DOI：——

  日期：——
• PONGAMIA COMPOSITIONS, METHODS OF PREPARING AND ANALYZING THEREOF, AND USES THEREOF
  申请人：Terviva Bioenergy, Inc.

  公开号：EP3860358A1

  公开（公告）日：2021-08-11
• METHODS FOR CONTROLLING BLACK SIGATOKA IN BANANAS USING PONGAMIA OIL AND FORMULATIONS THEREOF
  申请人：TerViva, Inc.

  公开号：US20220125059A1

  公开（公告）日：2022-04-28

  The present disclosure relates to methods for controlling black sigatoka, or black leaf streak, disease in banana plants using pongamia oil and formulations thereof. The present disclosure also provides formulations comprising pongamia oil, including emulsions and emulsifiable concentrates, for use in the control of black sigatoka.
• [EN] PONGAMIA COMPOSITIONS, METHODS OF PREPARING AND ANALYZING THEREOF, AND USES THEREOF<br/>[FR] COMPOSITIONS DE PONGAMIA, LEURS PROCÉDÉS DE PRÉPARATION ET D'ANALYSE, ET LEURS UTILISATIONS
  申请人：TERVIVA BIOENERGY INC

  公开号：WO2020072827A1

  公开（公告）日：2020-04-09

  The present disclosure relates to pongamia compositions having low concentrations of karanjin and other active chemical components intrinsic to pongamia oilseeds, methods of preparing and using said pongamia compositions. The present disclosure also relates to methods of analyzing pongamia compositions, as well as uses of the pongamia compositions.